Hi PPup, I also like the OTK's better.
Just to throw another brand into the mix, my boot's are by Ralph Lauren.
I tend to wear the Lauren RL range as the price point is much friendlier than the higher ranges, especially at the end of year sales at 50% off.
I find it very difficult to find shoes and boots to fit since i have a large big toe joint, probably a bunion in reality but don't know why as I have never worn tight or high shoes in my life.
I tend to need to go longer to get sufficient width, which make them swim around on my foot, but because they are strapped to my feet I don't walk out of them.
The width and fit seem to suit me well with American brands rather than French.
I also have a pair of Jessica Simpson courts that I bought a few years ago in TK Maxx and they are a pretty good fit too.
In the main the LRL are pretty well made, had a couple of pairs that didn't look such good quality when they arrived so I sent them back, but generally they are quite stylish and reasonable quality for the price.
My favourite shoe brand is probably Vivienne Westwood, but they are quite statement looks.
They are all hand made so you do get variances.
Pirate boots wee very popular a few years ago, but not so much now I think.
Looking forward to seeing more of your choices.